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Hydrophobic vs coulombic interactions in the binding of steroidal polyamines to DNA
Author(s) -
Muller James G.,
Ng Mabel M. P.,
Burrows Cynthia J.
Publication year - 1996
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/(sici)1099-1352(199603)9:2<143::aid-jmr258>3.0.co;2-#
Subject(s) - lithocholic acid , chemistry , circular dichroism , dna , hydrophobic effect , steroid , hyperchromicity , deoxycholic acid , biochemistry , denaturation (fissile materials) , lipophilicity , stereochemistry , bile acid , hormone , nuclear chemistry
Seven new steroidal polyamines derived from bile acids, either lithocholic or deoxycholic acid, have been studied as DNA‐binding agents using four complimentary methods: an ethidium displacement assay, observed changes in the thermal denaturation of poly[d(AT)], effects on hyperchromicity of DNA, and circular dichroism. In addition, modelling studies were conducted to examine the electrostatic surface potential of the polycations. The results point to a key role for a large hydrophobic surface area on the steroid in addition to the Coulombic attraction by ammonium and guanidinium groups on the steroid interacting with the polyphosphate backbone.